In 1951 Teddy Roe was attacked by Outfit hitmen Fat Leonard,Jimmy "New York" and Vincent Loli.In the battle,Roe returned with fire and managed to escape.One of the hitmen got his head blown off.I think it was Fat leonard.

In 1926, the North Side gang shot into Al Capone's entourage as he was eating lunch in the restaurant of the Hawthorne Hotel. A motorcade of ten vehicles, using Thompson Submachine guns and shotguns riddled the outside of the Hotel and the restaurant on the first floor of the building. Capone's bodyguard (Frankie Rio) threw him to the ground at the first sound of gunfire and laid on top of "The Big Fellow", as the headquarters was riddled with bullet holes. Several bystanders were hurt from flying glass and bullet shrapnel in the raid, including a young boy and his mother who would have lost her eyesight had not Capone paid for top-dollar medical care.